(4aS,4bR,7R,10aS)-7-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: 97ed88d4-666f-4c55-84ef-2b95203eb775
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bR,7R,10aS)-7-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• SMILES (Canonical): CC(C)C1(CCC2C(=C1)CCC3C2(CCC(=O)C3(C)C)C)O
• SMILES (Isomeric): CC(C)[C@@]1(CC[C@@H]2C(=C1)CC[C@H]3[C@]2(CCC(=O)C3(C)C)C)O
• InChI: InChI=1S/C20H32O2/c1-13(2)20(22)11-8-15-14(12-20)6-7-16-18(3,4)17(21)9-10-19(15,16)5/h12-13,15-16,22H,6-11H2,1-5H3/t15-,16-,19+,20+/m1/s1
• InChI Key: PCQAUMAPHJRSKQ-YKCBXCCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.52
• 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	+	0.8100	81.00%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9335	93.35%
OATP1B3 inhibitior	+	0.9783	97.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.5356	53.56%
P-glycoprotein inhibitior	-	0.7675	76.75%
P-glycoprotein substrate	-	0.8644	86.44%
CYP3A4 substrate	+	0.5570	55.70%
CYP2C9 substrate	-	0.8375	83.75%
CYP2D6 substrate	-	0.8168	81.68%
CYP3A4 inhibition	-	0.8616	86.16%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.6209	62.09%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.9065	90.65%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5377	53.77%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9240	92.40%
Skin irritation	+	0.6366	63.66%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5836	58.36%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5615	56.15%
skin sensitisation	+	0.5901	59.01%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4877	48.77%
Acute Oral Toxicity (c)	III	0.8694	86.94%
Estrogen receptor binding	+	0.6100	61.00%
Androgen receptor binding	+	0.6041	60.41%
Thyroid receptor binding	+	0.6505	65.05%
Glucocorticoid receptor binding	+	0.6966	69.66%
Aromatase binding	-	0.6946	69.46%
PPAR gamma	+	0.5966	59.66%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	93.88%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.42%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.36%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	88.70%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.37%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.50%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.35%	85.11%

Plants that contains it

• Solidago missouriensis

Cross-Links

• PubChem: 102090430
• LOTUS: LTS0268095
• wikiData: Q105205921