(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: c7340296-132b-4286-b622-021b0c1a21ad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC=C(CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5C)O)C)C)C(C)C
• SMILES (Isomeric): C/C=C(/CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@H]5C)O)C)C)\C(C)C
• InChI: InChI=1S/C31H52O/c1-8-23(20(2)3)10-9-21(4)24-13-15-29(7)27-12-11-25-22(5)26(32)14-16-30(25)19-31(27,30)18-17-28(24,29)6/h8,20-22,24-27,32H,9-19H2,1-7H3/b23-8-/t21-,22+,24-,25+,26+,27+,28-,29+,30-,31+/m1/s1
• InChI Key: BHLIFYSVSGTVMZ-MDSWOMCASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.401816278 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 8.41
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4961	49.61%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.7972	79.72%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8274	82.74%
P-glycoprotein inhibitior	-	0.5607	56.07%
P-glycoprotein substrate	-	0.5556	55.56%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.6829	68.29%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.6930	69.30%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.7988	79.88%
CYP2C8 inhibition	-	0.6467	64.67%
CYP inhibitory promiscuity	-	0.5880	58.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9422	94.22%
Skin irritation	+	0.5695	56.95%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.7260	72.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.4478	44.78%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6463	64.63%
skin sensitisation	+	0.5578	55.78%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8687	86.87%
Acute Oral Toxicity (c)	III	0.7683	76.83%
Estrogen receptor binding	+	0.8628	86.28%
Androgen receptor binding	+	0.7471	74.71%
Thyroid receptor binding	+	0.6803	68.03%
Glucocorticoid receptor binding	+	0.7967	79.67%
Aromatase binding	+	0.6750	67.50%
PPAR gamma	+	0.6056	60.56%
Honey bee toxicity	-	0.6946	69.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.85%	97.25%
CHEMBL240	Q12809	HERG	96.78%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL3837	P07711	Cathepsin L	93.86%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.73%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.23%	96.61%
CHEMBL233	P35372	Mu opioid receptor	90.48%	97.93%
CHEMBL221	P23219	Cyclooxygenase-1	90.34%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.98%	90.24%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.77%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	88.91%	95.92%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.43%	95.58%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.43%	92.86%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.38%	95.34%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.15%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	87.34%	97.79%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.47%	96.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.16%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	84.14%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.06%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.80%	99.18%
CHEMBL237	P41145	Kappa opioid receptor	83.71%	98.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.66%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.60%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.87%	95.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.65%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.43%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	80.49%	92.98%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.32%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.27%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.17%	92.62%

Plants that contains it

• Diplospora dubia
• Funtumia elastica
• Leucas volkensii
• Nervilia plicata
• Prostanthera prunelloides
• Vincetoxicum stauntonii

Cross-Links

• PubChem: 101614311
• NPASS: NPC171175
• LOTUS: LTS0077089
• wikiData: Q104936036