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(1R,4aR,4bS,4'bS,6'aS,7S,8'S,8aS,10aS,10'aS,10'bR)-7,8'-bis(ethenyl)-4b,4'b,7,8',10a,10'a-hexamethylspiro[4,4a,5,6,8,8a,9,10-octahydro-3H-phenanthrene-1,2'-4,5,6,6a,7,9,10,10b,11,12-decahydro-3H-naphtho[2,1-f]chromene]-2-one

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 ed6cce30-6779-4004-87f5-49450bcb80b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1R,4aR,4bS,4'bS,6'aS,7S,8'S,8aS,10aS,10'aS,10'bR)-7,8'-bis(ethenyl)-4b,4'b,7,8',10a,10'a-hexamethylspiro[4,4a,5,6,8,8a,9,10-octahydro-3H-phenanthrene-1,2'-4,5,6,6a,7,9,10,10b,11,12-decahydro-3H-naphtho[2,1-f]chromene]-2-one
SMILES (Canonical) CC1(CCC2(C(C1)CCC3(C2CCC4=C3CCC5(O4)C(=O)CCC6C5(CCC7C6(CCC(C7)(C)C=C)C)C)C)C)C=C
SMILES (Isomeric) C[C@@]1(CC[C@]2([C@H](C1)CC[C@]3([C@@H]2CCC4=C3CC[C@]5(O4)C(=O)CC[C@H]6[C@@]5(CC[C@@H]7[C@@]6(CC[C@](C7)(C)C=C)C)C)C)C)C=C
InChI InChI=1S/C40H60O2/c1-9-34(3)21-23-36(5)27(25-34)15-18-38(7)29-17-20-40(42-30(29)11-12-31(36)38)33(41)14-13-32-37(6)24-22-35(4,10-2)26-28(37)16-19-39(32,40)8/h9-10,27-28,31-32H,1-2,11-26H2,3-8H3/t27-,28-,31+,32+,34-,35-,36-,37-,38+,39-,40-/m0/s1
InChI Key XNJIBSNKGMLTOD-AONBEBCXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H60O2
Molecular Weight 572.90 g/mol
Exact Mass 572.45933115 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 11.70
Atomic LogP (AlogP) 10.78
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4aR,4bS,4'bS,6'aS,7S,8'S,8aS,10aS,10'aS,10'bR)-7,8'-bis(ethenyl)-4b,4'b,7,8',10a,10'a-hexamethylspiro[4,4a,5,6,8,8a,9,10-octahydro-3H-phenanthrene-1,2'-4,5,6,6a,7,9,10,10b,11,12-decahydro-3H-naphtho[2,1-f]chromene]-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 - 0.7242 72.42%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.4545 45.45%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8411 84.11%
OATP1B3 inhibitior + 0.9657 96.57%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8000 80.00%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate - 0.8323 83.23%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.7761 77.61%
CYP3A4 inhibition - 0.7312 73.12%
CYP2C9 inhibition - 0.8328 83.28%
CYP2C19 inhibition - 0.5234 52.34%
CYP2D6 inhibition - 0.9187 91.87%
CYP1A2 inhibition - 0.5451 54.51%
CYP2C8 inhibition + 0.5452 54.52%
CYP inhibitory promiscuity - 0.8886 88.86%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5548 55.48%
Eye corrosion - 0.9809 98.09%
Eye irritation - 0.9178 91.78%
Skin irritation - 0.5767 57.67%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8612 86.12%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.7580 75.80%
Acute Oral Toxicity (c) III 0.8134 81.34%
Estrogen receptor binding + 0.6916 69.16%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.5635 56.35%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.7103 71.03%
PPAR gamma + 0.5491 54.91%
Honey bee toxicity - 0.7051 70.51%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9554 95.54%

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 94.26% 91.11%
CHEMBL259 P32245 Melanocortin receptor 4 88.89% 95.38%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 88.29% 92.38%
CHEMBL1871 P10275 Androgen Receptor 88.04% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.40% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.59% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.24% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.13% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.51% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.47% 91.07%
CHEMBL4530 P00488 Coagulation factor XIII 83.07% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.82% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.40% 96.09%

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.
Ceriops tagal

Cross-Links

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PubChem 163018765
LOTUS LTS0030876
wikiData Q105331718