(3R,4aS,6aS,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	2fb8faaa-e456-4084-91f8-6e7e695b8e96
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(3R,4aS,6aS,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one
SMILES (Canonical)	CC1(C2CCC3(C(C2(CCC1=O)C)CCC(O3)(C)C=C)C)C
SMILES (Isomeric)	C[C@@]1(CC[C@H]2[C@@]3(CCC(=O)C([C@H]3CC[C@@]2(O1)C)(C)C)C)C=C
InChI	InChI=1S/C20H32O2/c1-7-18(4)11-8-15-19(5)12-10-16(21)17(2,3)14(19)9-13-20(15,6)22-18/h7,14-15H,1,8-13H2,2-6H3/t14-,15+,18+,19-,20+/m1/s1
InChI Key	JICALWDNUXLSSY-OPTDIUSFSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₃₂O₂
Molecular Weight	304.50 g/mol
Exact Mass	304.240230259 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	4.10
Atomic LogP (AlogP)	4.92
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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(?)-3-Oxo-13-epi-ent-manoyl oxide

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.7950	79.50%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4779	47.79%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4691	46.91%
P-glycoprotein inhibitior	-	0.7092	70.92%
P-glycoprotein substrate	-	0.9288	92.88%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.7795	77.95%
CYP3A4 inhibition	-	0.6774	67.74%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	+	0.5248	52.48%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.6392	63.92%
CYP2C8 inhibition	-	0.8145	81.45%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.8727	87.27%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4084	40.84%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5459	54.59%
skin sensitisation	+	0.6273	62.73%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7010	70.10%
Acute Oral Toxicity (c)	III	0.8047	80.47%
Estrogen receptor binding	+	0.7253	72.53%
Androgen receptor binding	-	0.5191	51.91%
Thyroid receptor binding	+	0.6720	67.20%
Glucocorticoid receptor binding	+	0.7069	70.69%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	92.50%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.77%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.35%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	83.02%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	80.90%	83.82%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Ceratocapnos claviculata