(4aR,4bS,7S,8aS,9R,10R,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthrene-8a,9,10-triol

Details

• Internal ID: 05a89bbe-7ca6-497a-afd9-96c1d7f73bb2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aR,4bS,7S,8aS,9R,10R,10aR)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthrene-8a,9,10-triol
• SMILES (Canonical): CC1(CCCC2(C1C(C(C3(C2CCC(C3)(C)C=C)O)O)O)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2[C@@]3(CCCC([C@H]3[C@H]([C@H]([C@@]2(C1)O)O)O)(C)C)C)C=C
• InChI: InChI=1S/C20H34O3/c1-6-18(4)11-8-13-19(5)10-7-9-17(2,3)15(19)14(21)16(22)20(13,23)12-18/h6,13-16,21-23H,1,7-12H2,2-5H3/t13-,14+,15+,16+,18-,19-,20-/m0/s1
• InChI Key: NYIUCKCCARRBEX-PLOHHTLVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.28
• 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	+	0.9795	97.95%
Caco-2	+	0.5781	57.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5445	54.45%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4592	45.92%
P-glycoprotein inhibitior	-	0.8219	82.19%
P-glycoprotein substrate	-	0.8899	88.99%
CYP3A4 substrate	+	0.5844	58.44%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.7834	78.34%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.6328	63.28%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.7711	77.11%
CYP2C8 inhibition	-	0.7393	73.93%
CYP inhibitory promiscuity	-	0.9418	94.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6576	65.76%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9326	93.26%
Skin irritation	+	0.5056	50.56%
Skin corrosion	-	0.9051	90.51%
Ames mutagenesis	-	0.7166	71.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.4304	43.04%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	-	0.6322	63.22%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6565	65.65%
Acute Oral Toxicity (c)	III	0.4576	45.76%
Estrogen receptor binding	+	0.6789	67.89%
Androgen receptor binding	+	0.6022	60.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	-	0.5846	58.46%
Honey bee toxicity	-	0.8295	82.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	95.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.94%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.04%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.74%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	86.25%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.98%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.54%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.62%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.17%	98.95%

Plants that contains it

• Isodon parvifolius

Cross-Links

• PubChem: 162893270
• LOTUS: LTS0042017
• wikiData: Q105187520