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

Details

• Internal ID: 6cf49a3e-0002-48e7-954b-f3d6833b8c09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S,3aR,4S,5aS,8S,10aR,10bS)-3a,5a,8-trimethyl-1-propan-2-yl-4,5,9,10,10a,10b-hexahydro-3H-cyclohepta[e]indene-3,4,8-triol
• InChI: InChI=1S/C20H32O3/c1-12(2)13-10-15(21)20(5)16(22)11-18(3)8-9-19(4,23)7-6-14(18)17(13)20/h8-10,12,14-17,21-23H,6-7,11H2,1-5H3/t14-,15+,16+,17-,18-,19+,20+/m1/s1
• InChI Key: NWECRLCQJHNNSA-SCDLFQHWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.05
• 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	+	0.9921	99.21%
Caco-2	-	0.5687	56.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5056	50.56%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8222	82.22%
P-glycoprotein inhibitior	-	0.8945	89.45%
P-glycoprotein substrate	-	0.7480	74.80%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7563	75.63%
CYP3A4 inhibition	-	0.8633	86.33%
CYP2C9 inhibition	-	0.6456	64.56%
CYP2C19 inhibition	-	0.7824	78.24%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.7242	72.42%
CYP2C8 inhibition	-	0.7808	78.08%
CYP inhibitory promiscuity	-	0.7781	77.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5470	54.70%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9249	92.49%
Skin irritation	+	0.5914	59.14%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7301	73.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6593	65.93%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.5792	57.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7749	77.49%
Acute Oral Toxicity (c)	I	0.5406	54.06%
Estrogen receptor binding	+	0.7158	71.58%
Androgen receptor binding	-	0.4933	49.33%
Thyroid receptor binding	+	0.7643	76.43%
Glucocorticoid receptor binding	+	0.6223	62.23%
Aromatase binding	+	0.5256	52.56%
PPAR gamma	-	0.6207	62.07%
Honey bee toxicity	-	0.8864	88.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	97.83%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.51%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.73%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.93%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL4072	P07858	Cathepsin B	88.21%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.14%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.69%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.53%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.45%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101195773
• LOTUS: LTS0142854
• wikiData: Q105186557