(2S,4aS,4bR,7R,10aS)-1,1,4a-trimethyl-7-propan-2-yl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,7-diol

Details

• Internal ID: 7f82d868-2ce8-469a-a8ac-9d16093900ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,4aS,4bR,7R,10aS)-1,1,4a-trimethyl-7-propan-2-yl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,7-diol
• SMILES (Canonical): CC(C)C1(CCC2C(=C1)CCC3C2(CCC(C3(C)C)O)C)O
• SMILES (Isomeric): CC(C)[C@@]1(CC[C@@H]2C(=C1)CC[C@H]3[C@]2(CC[C@@H](C3(C)C)O)C)O
• InChI: InChI=1S/C20H34O2/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/h12-13,15-17,21-22H,6-11H2,1-5H3/t15-,16-,17+,19+,20+/m1/s1
• InChI Key: CRQODMULBKTSEN-JOMPHRNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• 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	+	0.7127	71.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6150	61.50%
P-glycoprotein inhibitior	-	0.8856	88.56%
P-glycoprotein substrate	-	0.8705	87.05%
CYP3A4 substrate	+	0.5958	59.58%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.8447	84.47%
CYP2C9 inhibition	-	0.8956	89.56%
CYP2C19 inhibition	-	0.7488	74.88%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.8958	89.58%
CYP inhibitory promiscuity	-	0.7366	73.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9402	94.02%
Skin irritation	+	0.5288	52.88%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4360	43.60%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	+	0.6026	60.26%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8110	81.10%
Acute Oral Toxicity (c)	III	0.8426	84.26%
Estrogen receptor binding	+	0.6107	61.07%
Androgen receptor binding	+	0.6148	61.48%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	+	0.7080	70.80%
Aromatase binding	-	0.5710	57.10%
PPAR gamma	-	0.5465	54.65%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	94.14%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.47%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.11%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	88.26%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.00%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.49%	85.11%

Plants that contains it

• Solidago missouriensis

Cross-Links

• PubChem: 101974133
• LOTUS: LTS0189092
• wikiData: Q104968745