(3aS,3bR,5S,6aR,7aR)-7a-(hydroxymethyl)-3,3-dimethyl-4-methylidene-2,3a,5,6,6a,7-hexahydro-1H-cyclopenta[a]pentalene-3b,5-diol

Details

• Internal ID: 7bdb9317-9218-4fc6-bba7-1535322ac709
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes > Capnellane and isocapnellane sesquiterpenoids
• IUPAC Name: (3aS,3bR,5S,6aR,7aR)-7a-(hydroxymethyl)-3,3-dimethyl-4-methylidene-2,3a,5,6,6a,7-hexahydro-1H-cyclopenta[a]pentalene-3b,5-diol
• SMILES (Canonical): CC1(CCC2(C1C3(C(C2)CC(C3=C)O)O)CO)C
• SMILES (Isomeric): CC1(CC[C@@]2([C@H]1[C@@]3([C@H](C2)C[C@@H](C3=C)O)O)CO)C
• InChI: InChI=1S/C15H24O3/c1-9-11(17)6-10-7-14(8-16)5-4-13(2,3)12(14)15(9,10)18/h10-12,16-18H,1,4-8H2,2-3H3/t10-,11-,12-,14-,15+/m0/s1
• InChI Key: GFKKVCMMVHTMDU-ZCRGAIPPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5616	56.16%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6787	67.87%
BSEP inhibitior	-	0.9493	94.93%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.7648	76.48%
CYP3A4 substrate	+	0.5710	57.10%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7625	76.25%
CYP3A4 inhibition	-	0.9091	90.91%
CYP2C9 inhibition	-	0.7921	79.21%
CYP2C19 inhibition	-	0.8760	87.60%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8082	80.82%
CYP2C8 inhibition	-	0.8416	84.16%
CYP inhibitory promiscuity	-	0.8238	82.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.6132	61.32%
Skin irritation	-	0.6236	62.36%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4931	49.31%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5003	50.03%
skin sensitisation	-	0.7323	73.23%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5880	58.80%
Acute Oral Toxicity (c)	III	0.4512	45.12%
Estrogen receptor binding	-	0.5652	56.52%
Androgen receptor binding	+	0.5260	52.60%
Thyroid receptor binding	-	0.5174	51.74%
Glucocorticoid receptor binding	-	0.5220	52.20%
Aromatase binding	-	0.5400	54.00%
PPAR gamma	-	0.7283	72.83%
Honey bee toxicity	-	0.9019	90.19%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9515	95.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.65%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.74%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.82%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	82.91%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.67%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.12%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	80.56%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24862230
• LOTUS: LTS0035481
• wikiData: Q105007594