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(5S,8R)-1-[(5R,8S)-2-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-1-yl]-3,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-ol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6de07023-a323-4ce2-97a0-691f106fb043
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
IUPAC Name (5S,8R)-1-[(5R,8S)-2-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-1-yl]-3,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-ol
SMILES (Canonical) CC1CCC(C2=C1C(=C(C(=C2)C)O)C3=C(C(=CC4=C3C(CCC4C(C)CCC=C(C)C)C)C)O)C(C)CCC=C(C)C
SMILES (Isomeric) C[C@@H]1CC[C@H](C2=C1C(=C(C(=C2)C)O)C3=C(C(=CC4=C3[C@H](CC[C@@H]4[C@@H](C)CCC=C(C)C)C)C)O)[C@H](C)CCC=C(C)C
InChI InChI=1S/C40H58O2/c1-23(2)13-11-15-25(5)31-19-17-27(7)35-33(31)21-29(9)39(41)37(35)38-36-28(8)18-20-32(26(6)16-12-14-24(3)4)34(36)22-30(10)40(38)42/h13-14,21-22,25-28,31-32,41-42H,11-12,15-20H2,1-10H3/t25-,26+,27-,28+,31+,32-
InChI Key PHRDMTNRTARUET-TZIQLMKNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H58O2
Molecular Weight 570.90 g/mol
Exact Mass 570.44368109 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 13.20
Atomic LogP (AlogP) 12.11
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,8R)-1-[(5R,8S)-2-hydroxy-3,8-dimethyl-5-[(2S)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-1-yl]-3,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-5,6,7,8-tetrahydronaphthalen-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6589 65.89%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7524 75.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.8997 89.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9329 93.29%
P-glycoprotein inhibitior + 0.8161 81.61%
P-glycoprotein substrate - 0.5944 59.44%
CYP3A4 substrate + 0.5245 52.45%
CYP2C9 substrate - 0.5774 57.74%
CYP2D6 substrate + 0.4353 43.53%
CYP3A4 inhibition - 0.6445 64.45%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.6172 61.72%
CYP2D6 inhibition - 0.8713 87.13%
CYP1A2 inhibition + 0.8861 88.61%
CYP2C8 inhibition - 0.8455 84.55%
CYP inhibitory promiscuity + 0.9020 90.20%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7811 78.11%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7990 79.90%
Skin corrosion - 0.9089 90.89%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8604 86.04%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6165 61.65%
skin sensitisation + 0.4789 47.89%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8981 89.81%
Acute Oral Toxicity (c) III 0.5606 56.06%
Estrogen receptor binding + 0.7784 77.84%
Androgen receptor binding + 0.7827 78.27%
Thyroid receptor binding + 0.5573 55.73%
Glucocorticoid receptor binding + 0.7665 76.65%
Aromatase binding + 0.6575 65.75%
PPAR gamma + 0.7217 72.17%
Honey bee toxicity - 0.9271 92.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.37% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.40% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.53% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.38% 93.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 87.26% 99.18%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.90% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.40% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.38% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.45% 89.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.84% 90.24%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 84.82% 95.34%
CHEMBL4581 P52732 Kinesin-like protein 1 84.52% 93.18%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 82.13% 97.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.12% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.73% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.35% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.26% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 10555086
LOTUS LTS0106701
wikiData Q105209180