(4aS,4bR,6S,8aS)-6-hydroxy-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-one

Details

• Internal ID: b9a4e894-2856-4b9a-afc4-82e7a83fa219
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bR,6S,8aS)-6-hydroxy-4b,8,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-one
• SMILES (Canonical): CC1(CC(CC2(C1CC=C3C2CCC(=O)C3)C)O)C
• SMILES (Isomeric): C[C@@]12C[C@H](CC([C@@H]1CC=C3[C@@H]2CCC(=O)C3)(C)C)O
• InChI: InChI=1S/C17H26O2/c1-16(2)9-13(19)10-17(3)14-6-5-12(18)8-11(14)4-7-15(16)17/h4,13-15,19H,5-10H2,1-3H3/t13-,14-,15-,17-/m0/s1
• InChI Key: CKWOKDMRFQTVOV-JKQORVJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.7810	78.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6436	64.36%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9858	98.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8484	84.84%
P-glycoprotein inhibitior	-	0.8878	88.78%
P-glycoprotein substrate	-	0.8767	87.67%
CYP3A4 substrate	+	0.5393	53.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7781	77.81%
CYP3A4 inhibition	-	0.8523	85.23%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.7591	75.91%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9004	90.04%
CYP2C8 inhibition	-	0.8566	85.66%
CYP inhibitory promiscuity	-	0.9207	92.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7827	78.27%
Skin irritation	+	0.5698	56.98%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5453	54.53%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5294	52.94%
skin sensitisation	+	0.6969	69.69%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5908	59.08%
Acute Oral Toxicity (c)	III	0.8674	86.74%
Estrogen receptor binding	+	0.6297	62.97%
Androgen receptor binding	-	0.5554	55.54%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6435	64.35%
Aromatase binding	-	0.7258	72.58%
PPAR gamma	-	0.6378	63.78%
Honey bee toxicity	-	0.8248	82.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9703	97.03%

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	96.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.68%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.12%	83.82%
CHEMBL1871	P10275	Androgen Receptor	88.36%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.59%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.45%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.05%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.45%	91.07%

Plants that contains it

• Coleus sanguineus
• Waitzia acuminata

Cross-Links

• PubChem: 163103677
• LOTUS: LTS0017094
• wikiData: Q105151684