(4bS,8aS,10S)-10-[(4-hydroxy-4-propan-2-ylcyclohexen-1-yl)methyl]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

Details

• Internal ID: d7e4f33e-4537-48fd-9afa-6f71057a20de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bS,8aS,10S)-10-[(4-hydroxy-4-propan-2-ylcyclohexen-1-yl)methyl]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C(CC3C2(CCCC3(C)C)C)CC4=CCC(CC4)(C(C)C)O)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@@H](C[C@@H]3[C@@]2(CCCC3(C)C)C)CC4=CCC(CC4)(C(C)C)O)O
• InChI: InChI=1S/C30H46O2/c1-19(2)23-17-24-22(15-21-9-13-30(32,14-10-21)20(3)4)16-27-28(5,6)11-8-12-29(27,7)25(24)18-26(23)31/h9,17-20,22,27,31-32H,8,10-16H2,1-7H3/t22-,27+,29-,30?/m1/s1
• InChI Key: IYKBYZQSSGTINJ-WPHAXYCQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₂
• Molecular Weight: 438.70 g/mol
• Exact Mass: 438.349780706 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.97
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• SCHEMBL17403055

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5804	58.04%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9361	93.61%
P-glycoprotein inhibitior	-	0.4677	46.77%
P-glycoprotein substrate	+	0.5340	53.40%
CYP3A4 substrate	+	0.6675	66.75%
CYP2C9 substrate	+	0.6484	64.84%
CYP2D6 substrate	-	0.6679	66.79%
CYP3A4 inhibition	-	0.5789	57.89%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	-	0.6401	64.01%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	+	0.6026	60.26%
CYP2C8 inhibition	+	0.6505	65.05%
CYP inhibitory promiscuity	+	0.5894	58.94%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7211	72.11%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.7043	70.43%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7539	75.39%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5391	53.91%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5941	59.41%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7634	76.34%
Androgen receptor binding	+	0.6260	62.60%
Thyroid receptor binding	+	0.7667	76.67%
Glucocorticoid receptor binding	+	0.7830	78.30%
Aromatase binding	+	0.7318	73.18%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.8038	80.38%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.67%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.27%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.30%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.45%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.35%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.44%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	85.38%	95.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.76%	89.62%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.54%	91.76%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.40%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.20%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.94%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.42%	90.00%
CHEMBL238	Q01959	Dopamine transporter	80.74%	95.88%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%

Plants that contains it

• Salvinia molesta

Cross-Links

• PubChem: 72724973
• LOTUS: LTS0256005
• wikiData: Q105122787