(3S,3aS,5aR,10aR,10bS)-3-hydroxy-3a,5a,8-trimethyl-1-propan-2-yl-4,5,9,10,10a,10b-hexahydro-3H-cyclohepta[e]inden-6-one

Details

• Internal ID: 97372d02-3fb9-44ec-8a92-f9fd915cae76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S,3aS,5aR,10aR,10bS)-3-hydroxy-3a,5a,8-trimethyl-1-propan-2-yl-4,5,9,10,10a,10b-hexahydro-3H-cyclohepta[e]inden-6-one
• InChI: InChI=1S/C20H30O2/c1-12(2)14-11-17(22)20(5)9-8-19(4)15(18(14)20)7-6-13(3)10-16(19)21/h10-12,15,17-18,22H,6-9H2,1-5H3/t15-,17+,18-,19-,20-/m1/s1
• InChI Key: MIIMOZSUCXJQND-HKUYMTLNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8358	83.58%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6661	66.61%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.9020	90.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7648	76.48%
P-glycoprotein inhibitior	-	0.8200	82.00%
P-glycoprotein substrate	-	0.7874	78.74%
CYP3A4 substrate	+	0.6520	65.20%
CYP2C9 substrate	-	0.7696	76.96%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.6574	65.74%
CYP2C19 inhibition	-	0.6780	67.80%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.5955	59.55%
CYP2C8 inhibition	-	0.8238	82.38%
CYP inhibitory promiscuity	-	0.7751	77.51%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5478	54.78%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8949	89.49%
Skin irritation	+	0.6923	69.23%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6975	69.75%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6251	62.51%
skin sensitisation	+	0.6741	67.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7222	72.22%
Acute Oral Toxicity (c)	III	0.6696	66.96%
Estrogen receptor binding	-	0.4894	48.94%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	+	0.7514	75.14%
Glucocorticoid receptor binding	+	0.6687	66.87%
Aromatase binding	-	0.5283	52.83%
PPAR gamma	-	0.6657	66.57%
Honey bee toxicity	-	0.8100	81.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.46%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.41%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.96%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.38%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.30%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	83.50%	94.75%
CHEMBL1871	P10275	Androgen Receptor	83.32%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.35%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10946599
• LOTUS: LTS0036444
• wikiData: Q105164822