(1R,2R,4S,7S,8S,11R,12R,14S,17R,18S)-1-hydroxy-2,7,11,14-tetramethyl-17-propan-2-yl-3-oxapentacyclo[10.7.0.02,4.04,8.014,18]nonadecan-16-one

Details

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	a1243c20-d060-4415-9efa-4d758742de89
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name	(1R,2R,4S,7S,8S,11R,12R,14S,17R,18S)-1-hydroxy-2,7,11,14-tetramethyl-17-propan-2-yl-3-oxapentacyclo[10.7.0.02,4.04,8.014,18]nonadecan-16-one
SMILES (Canonical)	CC1CCC2C(CCC23C(O3)(C4(C1CC5(CC(=O)C(C5C4)C(C)C)C)O)C)C
SMILES (Isomeric)	C[C@@H]1CC[C@H]2[C@H](CC[C@@]23[C@](O3)([C@@]4([C@@H]1C[C@]5(CC(=O)[C@@H]([C@@H]5C4)C(C)C)C)O)C)C
InChI	InChI=1S/C25H40O3/c1-14(2)21-19-12-24(27)18(11-22(19,5)13-20(21)26)15(3)7-8-17-16(4)9-10-25(17)23(24,6)28-25/h14-19,21,27H,7-13H2,1-6H3/t15-,16+,17+,18-,19+,21-,22+,23-,24-,25+/m1/s1
InChI Key	CCWRAFQAZPWQJU-PORHJESSSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₄₀O₃
Molecular Weight	388.60 g/mol
Exact Mass	388.29774513 g/mol
Topological Polar Surface Area (TPSA)	49.80 Å²
XlogP	4.70
Atomic LogP (AlogP)	5.00
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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There are no found synonyms.

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	+	0.9921	99.21%
Caco-2	+	0.5470	54.70%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6639	66.39%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5382	53.82%
P-glycoprotein inhibitior	-	0.7612	76.12%
P-glycoprotein substrate	-	0.7898	78.98%
CYP3A4 substrate	+	0.6433	64.33%
CYP2C9 substrate	-	0.6403	64.03%
CYP2D6 substrate	-	0.7949	79.49%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.5918	59.18%
CYP2C19 inhibition	-	0.6289	62.89%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.5671	56.71%
CYP2C8 inhibition	-	0.8755	87.55%
CYP inhibitory promiscuity	-	0.9736	97.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6209	62.09%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.5543	55.43%
Skin corrosion	-	0.8845	88.45%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6838	68.38%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.6835	68.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4712	47.12%
Acute Oral Toxicity (c)	III	0.5069	50.69%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	+	0.7309	73.09%
Thyroid receptor binding	+	0.6487	64.87%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.6858	68.58%
PPAR gamma	+	0.5295	52.95%
Honey bee toxicity	-	0.7861	78.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8493	84.93%

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.73%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.32%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.51%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.66%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.62%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.09%	93.04%
CHEMBL2581	P07339	Cathepsin D	88.73%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.48%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.74%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.38%	99.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.00%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

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.

Calophyllum apetalum

Delphinium oliverianum