(1aS,1bS,3R,3aR,5S,7bR,9R,9aR)-1a-(hydroxymethyl)-5,7b-dimethyl-5-[(2S)-oxiran-2-yl]-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthrene-3,9-diol

Details

• Internal ID: 15d8c7c8-ffc5-4849-b725-2a199d623826
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1aS,1bS,3R,3aR,5S,7bR,9R,9aR)-1a-(hydroxymethyl)-5,7b-dimethyl-5-[(2S)-oxiran-2-yl]-1,1b,2,3,3a,4,6,8,9,9a-decahydrocyclopropa[a]phenanthrene-3,9-diol
• SMILES (Canonical): CC1(CC=C2C(C1)C(CC3C2(CC(C4C3(C4)CO)O)C)O)C5CO5
• SMILES (Isomeric): C[C@@]1(CC=C2[C@@H](C1)[C@@H](C[C@H]3[C@]2(C[C@H]([C@H]4[C@@]3(C4)CO)O)C)O)[C@H]5CO5
• InChI: InChI=1S/C20H30O4/c1-18(17-9-24-17)4-3-12-11(6-18)14(22)5-16-19(12,2)8-15(23)13-7-20(13,16)10-21/h3,11,13-17,21-23H,4-10H2,1-2H3/t11-,13+,14-,15-,16+,17-,18+,19+,20-/m1/s1
• InChI Key: VVHCZVOAQXUHJK-XJHNDPNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5865	58.65%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5906	59.06%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8552	85.52%
BSEP inhibitior	-	0.6636	66.36%
P-glycoprotein inhibitior	-	0.8924	89.24%
P-glycoprotein substrate	-	0.5934	59.34%
CYP3A4 substrate	+	0.6415	64.15%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.7439	74.39%
CYP3A4 inhibition	-	0.6906	69.06%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.7350	73.50%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8067	80.67%
CYP2C8 inhibition	+	0.4795	47.95%
CYP inhibitory promiscuity	-	0.8125	81.25%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6038	60.38%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9726	97.26%
Skin irritation	-	0.7395	73.95%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5642	56.42%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7859	78.59%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6930	69.30%
Acute Oral Toxicity (c)	III	0.5506	55.06%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.6241	62.41%
Thyroid receptor binding	+	0.6939	69.39%
Glucocorticoid receptor binding	+	0.8237	82.37%
Aromatase binding	+	0.7081	70.81%
PPAR gamma	-	0.6896	68.96%
Honey bee toxicity	-	0.8309	83.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9529	95.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.24%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.03%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.16%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.35%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.53%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.24%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.50%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.92%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101589000
• LOTUS: LTS0086924
• wikiData: Q105297666