(3S,6S,9R)-2,2,5,9-tetramethyl-1,3,6,7,8,9-hexahydrocyclopenta[8]annulene-3,6-diol

Details

• Internal ID: 4610d444-7499-4d89-966e-c343f97b7868
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,6S,9R)-2,2,5,9-tetramethyl-1,3,6,7,8,9-hexahydrocyclopenta[8]annulene-3,6-diol
• SMILES (Canonical): CC1CCC(C(=CC2=C1CC(C2O)(C)C)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H](C(=CC2=C1CC([C@@H]2O)(C)C)C)O
• InChI: InChI=1S/C15H24O2/c1-9-5-6-13(16)10(2)7-11-12(9)8-15(3,4)14(11)17/h7,9,13-14,16-17H,5-6,8H2,1-4H3/t9-,13+,14-/m1/s1
• InChI Key: IHFBKYWCINTNIX-BIGNPOOSSA-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: 1.50
• Atomic LogP (AlogP): 2.81
• 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	+	0.9967	99.67%
Caco-2	+	0.8156	81.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5131	51.31%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9612	96.12%
P-glycoprotein inhibitior	-	0.9546	95.46%
P-glycoprotein substrate	-	0.8097	80.97%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	0.6727	67.27%
CYP2D6 substrate	-	0.7472	74.72%
CYP3A4 inhibition	-	0.8823	88.23%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8209	82.09%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.6824	68.24%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.7895	78.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.6020	60.20%
Skin irritation	+	0.6502	65.02%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	+	0.5525	55.25%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6867	68.67%
Acute Oral Toxicity (c)	III	0.7079	70.79%
Estrogen receptor binding	-	0.8507	85.07%
Androgen receptor binding	-	0.7314	73.14%
Thyroid receptor binding	+	0.5577	55.77%
Glucocorticoid receptor binding	-	0.5981	59.81%
Aromatase binding	-	0.8465	84.65%
PPAR gamma	-	0.7771	77.71%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6350	63.50%
Fish aquatic toxicity	+	0.9530	95.30%

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	93.24%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.46%	86.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.59%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.99%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.74%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.25%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163043685
• LOTUS: LTS0210561
• wikiData: Q105112976