NP-MRD: Showing NP-Card for (3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one (NP0065796)

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Record Information

Version

2.0

Created at

2022-04-28 09:59:21 UTC

Updated at

2022-04-28 09:59:21 UTC

NP-MRD ID

NP0065796

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one

Description

SCHEMBL6427879 belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). (3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one is found in Halocynthia roretzi, Mytilus edulis and Phakellia stelliderma. Based on a literature review very few articles have been published on SCHEMBL6427879.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    2.6876   -0.8309   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -0.0906   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2681   -0.7910    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462   -2.2688    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0756   -0.1667   -0.0037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0319   -0.9048   -0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441   -0.1294    1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800    1.2760   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495    1.9363    0.3160 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0884    3.3012    0.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    1.3709   -0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -1.7332   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342   -0.1969   -0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9257   -1.1281    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4324   -2.7750   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395   -2.6100    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477   -2.5375    0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184   -0.3427   -1.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787   -1.9138   -1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0187   -1.0146   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8450   -0.3962    2.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667   -0.8513    1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0193    0.8674    1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9244    1.8144   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    1.2836   -1.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    1.6188    1.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    3.7040    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2810    1.8427    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4682    1.6664   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  6
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  1
 10 27  1  0
 11 28  1  0
 11 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈O

Average Mass

154.2530 Da

Monoisotopic Mass

154.13577 Da

IUPAC Name

(1R)-3,4,5,5-tetramethylcyclohex-3-en-1-ol

Traditional Name

(1R)-3,4,5,5-tetramethylcyclohex-3-en-1-ol

CAS Registry Number

Not Available

SMILES

CC1=C(C)C(C)(C)C[C@H](O)C1

InChI Identifier

InChI=1S/C10H18O/c1-7-5-9(11)6-10(3,4)8(7)2/h9,11H,5-6H2,1-4H3/t9-/m1/s1

InChI Key

YEYVIWYEMFCMDX-SECBINFHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Halocynthia roretzi	LOTUS Database	35616633
Mytilus edulis	-	KNApSAcK
Phakellia stelliderma	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Secondary alcohol
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.66	ALOGPS
logP	1.99	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	18.84	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	47.98 m³·mol⁻¹	ChemAxon
Polarizability	18.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61422889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54504874

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one (NP0065796)

MOL for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

3D MOL for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

3D SDF for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

3D-SDF for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

PDB for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

3D PDB for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

SMILES for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

INCHI for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

Structure for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)

3D Structure for NP0065796 ((3R,3'S,5'R)-7,8-Didehydro-3,19,3',8'-tetrahydroxy-beta,kappa-caroten-6'-one)