(1S,2R,3bR,6aS,7S,7aS)-1,5,5,7a-tetramethyl-2,3b,4,6,6a,7-hexahydro-1H-cyclopenta[a]pentalene-2,7-diol

Details

• Internal ID: 7527aeb3-2b47-49c4-92cc-0c86f6ff80f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: (1S,2R,3bR,6aS,7S,7aS)-1,5,5,7a-tetramethyl-2,3b,4,6,6a,7-hexahydro-1H-cyclopenta[a]pentalene-2,7-diol
• SMILES (Canonical): CC1C(C=C2C1(C(C3C2CC(C3)(C)C)O)C)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C=C2[C@]1([C@H]([C@@H]3[C@H]2CC(C3)(C)C)O)C)O
• InChI: InChI=1S/C15H24O2/c1-8-12(16)5-11-9-6-14(2,3)7-10(9)13(17)15(8,11)4/h5,8-10,12-13,16-17H,6-7H2,1-4H3/t8-,9-,10+,12-,13+,15+/m1/s1
• InChI Key: QRVSAVYBBHXMDC-HIEKWVOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.5279	52.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5251	52.51%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8458	84.58%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.7924	79.24%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.6602	66.02%
CYP2C9 inhibition	-	0.7233	72.33%
CYP2C19 inhibition	-	0.7049	70.49%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.6432	64.32%
CYP2C8 inhibition	-	0.9079	90.79%
CYP inhibitory promiscuity	+	0.5078	50.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4546	45.46%
Eye corrosion	-	0.9587	95.87%
Eye irritation	-	0.9535	95.35%
Skin irritation	-	0.5267	52.67%
Skin corrosion	-	0.8971	89.71%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7217	72.17%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5914	59.14%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6617	66.17%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	-	0.6023	60.23%
Androgen receptor binding	-	0.5609	56.09%
Thyroid receptor binding	-	0.5962	59.62%
Glucocorticoid receptor binding	-	0.7072	70.72%
Aromatase binding	-	0.6251	62.51%
PPAR gamma	-	0.7613	76.13%
Honey bee toxicity	-	0.9086	90.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9647	96.47%

Targets

Proven Targets:

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	94.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.33%	90.17%
CHEMBL2581	P07339	Cathepsin D	80.00%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585100
• LOTUS: LTS0151683
• wikiData: Q77383567